Heterocyclic Building Block-benzofuran

Mann, Inderjit S. published the artcileTransition metal-mediated synthesis of some prenylated phytoalexins of Morus alba Linn, Category: benzofurans, the main research area is moracin prenylated; resorcinylbenzofuran; benzofuran resorcinyl; coupling stannylbenzofuran iodoresorcinol chromium carbonyl.

Directed functionalization of resorcinol and benzofuran rings was achieved by activation with a coordinated tricarbonylchromium(0) unit and vicinal or remote lithiation directed by methoxy or tert-butyldiphenylsilyloxy groups resp. The process was applied either before [to the geranylbenzofuran for mulberrofuran B (I, R = Me, R1 = geranyl, R2-R4 = H)] or after [for moracin C (I, R-R2 = H, R3 = prenyl, R4 = Me)] Pd-catalyzed coupling of the 2-stannylated benzofuran and the 5-iodinated resorcinol moieties. In addition moracin I (I, R, R1, R3 = H, R2 = prenyl, R4 = Me) was synthesized by a Stille coupling of the stannylated benzofuran with the phloroglucinol triflate. Application to the synthesis of albafuran A (I, R, R1, R3, R4 = H, R2 = geranyl) gave, unexpectedly, the 3-geranylbenzofuran II.

Tetrahedron published new progress about Coupling reaction. 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Mann, Inderjit S. published the artcileTransition metal-directed synthesis of moracin M, a phytoalexin of Morus alba Linn, Formula: C9H8O2, the main research area is moracin M; resorcinylbenzofuran; benzofuran resorcinyl; coupling stannylbenzofuran bromozincbenzofuran iodoresorcinol; iodoresorcinoltricarbonylchromium coupling halobenzofuran.

2-(5-Resorcinyl)benzofurans have been synthesized by the Pd-catalyzed cross-coupling of 2-trimethylstannyl- or 2-bromozincbenzofurans with functionalized 5-iodoresorcinols. These were synthesized by the triisopropylsilyloxy-directed remote (C-5) lithiation/iodination of the O,O-bis(triisopropylsilyl)resorcinoltricarbonylchrhomium(0) complex. The method was applied to the synthesis of moracin M (I).

Tetrahedron published new progress about Coupling reaction. 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Formula: C9H8O2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Xia, Anjie published the artcileMetal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols, Recommanded Product: 6-Methoxybenzofuran, the main research area is metal free oxidative carbon bond cleavage heteroaryl alc.

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcs. is reported. This reaction was highly efficient and tolerated various heteroaryl alcs., generating a carboxylic acid derivative and a neutral heteroaromatic compound Exptl. studies combined with d. functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Organic Letters published new progress about C-C bond cleavage. 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Recommanded Product: 6-Methoxybenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Geng, Pengxin published the artcileA g-C3N4-based heterogeneous photocatalyst for visible light mediated aerobic benzylic C-H oxygenations, Name: 4-Chlorophthalide, the main research area is graphitic carbon nitrid heterogeneous photocatalytic benzylic oxygenation; green chem.

A metal-free heterogeneous photocatalytic system has been developed for highly efficient benzylic C-H oxygenations using oxygen as an oxidant. This visible light mediated oxidation reaction utilizes graphitic carbon nitride (g-C3N4) as a recyclable, nontoxic and low cost photocatalyst. Mild reaction conditions allow for the generation of synthetically and biol. valued isochromannones, phthalides, isoquinolinones, isoindolinones and xanthones from readily accessible alkyl aromatic precursors in good yields. The heterogeneous nature of the g-C3N4 catalytic system enables easy recovery and recycling as well as the use in multiple runs without loss of activity. The synthetic utility of this “”green”” methodol. was further demonstrated by applying in bioactive and drug valued target syntheses.

Green Chemistry published new progress about C-H bond activation. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Name: 4-Chlorophthalide.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Martin, R. published the artcileReinvestigation of the phenylpropanoids from the roots of Pimpinella species, Related Products of benzofurans, the main research area is phenylisopropanoid Pimpinella structure; isoeugenol derivative Pimpinella structure; fatty acid ester phenylisopropanoid Pimpinella; linolenate ester phenylisopropanoid Pimpinella.

The roots of P. saxifraga and P. major (Umbelliferae) were reexamined for their isoeugenol derivatives According to high field 1H and 13C NMR, as well as mass spectroscopic studies, the previously described substitution pattern (4-OH, 5-OMe) must be revised to be 2-OH and 5-OMe. A fatty acid ester of a phenylpropanoid was found, its structure was elucidated by 2-dimensional 1H NMR (1H-1H correlated spectroscopy).

Planta Medica published new progress about Pimpinella saxifraga. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Related Products of benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Higson, Frank H. published the artcileDegradation of 2-methylbenzoic acid by Pseudomonas cepacia MB2, Application In Synthesis of 52010-22-7, the main research area is Pseudomonas methylbenzoate degradation.

This report describes the isolation of Pseudomonas cepacia MB2, believed to the 1st microorganism to utilize 2-methylbenzoic acid as the sole carbon source. Its growth range included all mono- and dimethylbenzoates (with the exception of 2,5- and 2,6-dimethylbenzoates) and 3-chloro-2-methylbenzoate (but not 4- or 5-chloro-2-methylbenzoate) but not chlorobenzoates lacking a Me group. 2-Chlorobenzoate, 3-chlorobenzoate, and 2,3-, 2,4-, and 3,4-dichlorobenzoates inhibited growth of MB2 on 2-methylbenzoate as a result of cometab. to the corresponding chlorinated catechols which blocked the key enzyme catechol 2,3-dioxygenase. A metapyrocatechase-neg. mutant, MB2-G5, showed accumulation of dimethylcatechols from 2,3- and 3,4-dimethylbenzoates, and phenols were detected in resting-cell transformation extracts bearing the same substitution pattern as the original substrate, presumably following thermal degradation of the intermediate dihydrodiol. 2-Methylphenol was also found in extracts of the mutant cells with 2-methylbenzoate. These observations suggested a major route of methylbenzoate metabolism to be dioxygenation to a carboxy-hydrodiol which then forms a catechol derivative In addition, the Me group of 2-methylbenzoate was oxidized to isobenzofuranone (by cells of MB2-G5) and to phthalate (by cells of a sep. mutant that could not utilize phthalate, MB2-D2). This pathway also generated a chlorinated isobenzofuranone from 3-chloro-2-methylbenzoate.

Applied and Environmental Microbiology published new progress about Burkholderia cepacia. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Application In Synthesis of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Bianco, Armandodoriano published the artcileNew insights on the reaction of benzofurans with aromatic aldehydes. Synthesis of new triphenylmethane-type dyes, Product Details of C9H8O2, the main research area is triphenylmethane dye preparation benzofuran aromatic aldehyde; pH indicator preparation benzofuran aromatic aldehyde; benzofuran coupling aromatic aldehyde dye synthesis.

New mols. with a triphenylmethane-type structure have been synthesized based on the structure of colored compounds obtained from natural substrates. Satisfactory yields were obtained from benzofuran derivatives as starting material, which have been condensed in methanol with aromatic aldehydes in the presence of catalytic amounts of mineral acids. Several of the new compounds behave as pH indicators. The condensation products, obtained from suitably functionalized starting products, can be easily oxidized giving rise to new triphenylmethane-type dyes, such as I.

Gazzetta Chimica Italiana published new progress about Acid-base indicators. 50551-63-8 belongs to class benzofurans, name is 6-Methoxybenzofuran, and the molecular formula is C9H8O2, Product Details of C9H8O2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Soucy, C. published the artcileThe regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides, Product Details of C8H5ClO2, the main research area is phthalide substituted; phthalic anhydride substituted hydride reduction; regiochem reduction substituted phthalic anhydride.

The reduction of 3-methoxyphthalide by metal hydrides was reinvestigated. Various effects controlling selectivity of reductions in 3-substituted phthalides were studied, and a qual. interpretation of the results was proposed. Methods for obtaining enhanced yields of one or the other lactonic product were developed.

Journal of Organic Chemistry published new progress about LUMO (molecular orbital). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Product Details of C8H5ClO2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Margrey, Kaila A. published the artcilePredictive Model for Site-Selective Aryl and Heteroaryl C-H Functionalization via Organic Photoredox Catalysis, Safety of 5-Methoxy-2-methylbenzofuran, the main research area is site selective aryl heteroaryl functionalization organic photoredox catalysis.

Direct C-H functionalization of aromatic compounds is a useful synthetic strategy that has garnered much attention because of its application to pharmaceuticals, agrochems., and late-stage functionalization reactions on complex mols. On the basis of previous methods disclosed by our lab, we sought to develop a predictive model for site selectivity and extend this aryl functionalization chem. to a selected set of heteroaromatic systems commonly used in the pharmaceutical industry. Using electron d. calculations, we were able to predict the site selectivity of direct C-H functionalization in a number of heterocycles and identify general trends observed across heterocycle classes.

Journal of the American Chemical Society published new progress about Amination, regioselective. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Safety of 5-Methoxy-2-methylbenzofuran.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rehan, Mohammad published the artcileSynthesis of Functionalized Benzo[b]furans via Oxidative Cyclization of o-Cinnamyl Phenols, Synthetic Route of 13391-27-0, the main research area is cinnamyl phenol palladium oxidative cyclization catalyst; benzofuran benzyl preparation.

Disclosed herein is an efficient synthetic route for the synthesis of functionalized 2-benzyl benzo[b]furans I (R1 = 5-Me, 5-OMe, 5-Ph, 4,6-diMe, etc.; R2 = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, H, Me, etc.; Ar = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, 1-naphthyl, etc.) via a regioselective 5-exo-trig intramol. oxidative cyclization of ortho-cinnamyl phenols using [PdCl2(CH3CN)2] as catalyst and benzoquinone as an oxidant. Further, a sequential ortho-cinnamylation of phenols using cinnamyl alcs. catalyzed by Re2O7, followed by an oxidative cyclization using the above Pd catalyst, is performed. The reaction showed broad substrate scope with good to excellent yields.

Journal of Organic Chemistry published new progress about Alkenylation, cinnamylation. 13391-27-0 belongs to class benzofurans, name is 5-Methoxy-2-methylbenzofuran, and the molecular formula is C10H10O2, Synthetic Route of 13391-27-0.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem